中山大学学报（自然科学版）2026，Vol.65Issue(3)：70-81,12.DOI:10.11714/acta.snus.ZR20250225
基于密度泛函理论的生命体水环境下GA分子消除OH的反应机制
Mechanism of hydroxyl radical elimination by gallic acid in physiological aqueous environments based on density functional theory
摘要
Abstract
The study investigated reaction mechanisms of gallic acid(GA)with hydroxyl radicals and hydroxyl radical-water clusters(OH and OH·H2O)in a physiological environment(aqueous phase at 310.15 K and 1.013 ×105 Pa)using the M06-2X method of density functional theory combined with the SMD solvation model from the self-consistent reaction field theory.The reactions between GA and OH proceed via three channels:Hydrogen abstraction by OH,OH addition to carbon,and single electron transfer from GA to OH.Calculations show that for the hydrogen abstraction channel,the reaction where OH(or OH·H2O)abstracts the hydroxyl hydrogen is the most favorable.Both are barrierless processes accompanied by significant exothermic effects.For the addition channel,the addition of OH(or OH·H2O)to the aromatic ring carbon is the most favorable,with free energy barriers ranging from 24.4 to 58.8 kJ/mol,exhibiting significant exothermic effects.The single electron transfer process from GA to OH and OH·H2O is thermodynamically unfavorable and cannot occur.The results indicate that GA can eliminate OH radicals via hydrogen abstraction and addition reactions,demonstrating that gallic acid can serve as an effective hydroxyl radical scavenger.关键词
没食子酸/羟基自由基/密度泛函理论/自洽反应场理论/过渡态/电子转移/自由能垒Key words
gallic acid/hydroxyl radical/density functional theory/self-consistent reaction field theory/transition state/electron transfer/free energy barrier分类
化学化工引用本文复制引用
吴琳,赵宇,赵宏林,刘敬军,王佐成,闫红彦,赵红迪..基于密度泛函理论的生命体水环境下GA分子消除OH的反应机制[J].中山大学学报（自然科学版）,2026,65(3):70-81,12.基金项目
海南省教育厅科研项目(Hnky2026-57) （Hnky2026-57）
海南科技职业大学科研项目(HKKYHX2025-04-28) （HKKYHX2025-04-28）
吉林省自然科学基金(YDZJ202401628ZYTS) （YDZJ202401628ZYTS）
